Started in late 1999 with 8.6. Since then, I have owned 3 iMacs, 2 powerbooks, and 2 iBooks/MacBooks. Soon to be added, intel powermac, and 1 more macbook.
hmm i got into macs prolly around 94 up until 99'... then i got a pc in 99' for myself but then realized macs were calling me back in 04' so thats when i got this here ibook that still keeps on truckin'
OS 8.5 on my old iMac g3. And for about 6 years before that at a Mac-only school, but I don't remember what system it was before then. I do, however, remember taking a hypercard class in like second grade.
I got my first Mac in 2003 I'll be honest and say that before Mac OS X I thought the Mac OS was a complete joke. My experience with Macs before OS X had always been on very slow, and unstable machines. If OS X wasn't a UNIX like OS I doubt I would be using it now.
Had an SE runing System 7 a long time ago, but did dip into a terrible world of DOS and Windows 3.11 for a couple of frustrating years (6!), before returning to wonderful Mac OS 9 in 2000.